6-Amino-2,4-dimethyl-3-pyridinecarbonitrile

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6-Amino-2,4-dimethyl-3-pyridinecarbonitrile Basic information
Product Name:6-Amino-2,4-dimethyl-3-pyridinecarbonitrile
Synonyms:6-amino-2,4-dimethylpyridine-3-carbonitrile;6-amino-2,4-dimethyL;3-Pyridinecarbonitrile, 6-amino-2,4-dimethyl-;6-Amino-2,4-dimethyl-3-pyridinecarbonitrile
CAS:769-27-7
MF:C8H9N3
MW:147.18
EINECS:
Product Categories:
Mol File:769-27-7.mol
6-Amino-2,4-dimethyl-3-pyridinecarbonitrile Structure
6-Amino-2,4-dimethyl-3-pyridinecarbonitrile Chemical Properties
Melting point 230 °C
Boiling point 314.5±42.0 °C(Predicted)
density 1.14±0.1 g/cm3(Predicted)
storage temp. Keep in dark place,Inert atmosphere,Room temperature
pka4.30±0.48(Predicted)
AppearanceOff-white to yellow Solid
Safety Information
MSDS Information
6-Amino-2,4-dimethyl-3-pyridinecarbonitrile Usage And Synthesis
Synthesis
ZINC CYANIDE

557-21-1

2-AMINO-4,6-DIMETHYL-5-IODOPYRIDINE

885952-12-5

6-AMINO-2,4-DIMETHYL-3-PYRIDINECARBONITRILE

769-27-7

To a solution of 5-iodo-4,6-dimethylpyridin-2-amine (10 g, 40.3 mmol, 1.0 eq.) in N,N-dimethylformamide (DMF, 300 mL) was sequentially added zinc cyanide (Zn(CN)2, 14 g, 120.9 mmol, 3.0 eq.) and tetrakis(triphenylphosphine)palladium (Pd(PPh3)4, 4.65 g, 4.03 mmol, 0.1 equiv). The reaction mixture was stirred at 90 °C under nitrogen (N2) protection overnight. After completion of the reaction, extraction was carried out by adding ethyl acetate (EA) and water. The organic layer was separated and concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography (eluent: dichloromethane/methanol=100/1, v/v) to afford 6-amino-2,4-dimethyl-3-cyanopyridine (5 g, 84% yield) as a yellow solid.

References[1] Patent: WO2017/1926, 2017, A2. Location in patent: Paragraph 00123
6-Amino-2,4-dimethyl-3-pyridinecarbonitrile Preparation Products And Raw materials
Raw materials(E)-3-Amino-2-butenenitrile-->ZINC CYANIDE-->2-Amino-4,6-dimethyl-5-iodopyridine-->Tetrakis(triphenylphosphine)palladium-->N,N-Dimethylformamide
Tag:6-Amino-2,4-dimethyl-3-pyridinecarbonitrile(769-27-7) Related Product Information
6-Amino-2-methylnicotinonitrile 2-Amino-5-cyano-4-picoline Carbamic acid, N-(5-cyano-4,6-dimethyl-2-pyridinyl)-, 1,1-dimethylethyl ester 3-Pyridinecarboxylic acid, 6-amino-2,4-dimethyl- 3-Pyridinecarboxaldehyde, 6-amino-2,4-dimethyl- (9CI) 2-Amino-3-cyano-4,6-dimethylpyridine